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Benzeneethanol, 4-chloro-b-methyl- synthesis

13synthesis methods
-

Yield:59667-21-9 98%

Reaction Conditions:

with C24H24IrN4O4(1+)*BF4(1-);sodium t-butanolate at 140; for 24 h;Sealed tube;Inert atmosphere;

Steps:

General procedure for bis-NHC-Ir-catalyzed β-methylationof primary alcohols

General procedure: To a sealed tube (35 mL) equipped witha stir bar, Ir-NHC catalyst 5d (0.05 mol%), methanol (1 mL),tBuONa (2 mmol) and primary alcohol (1 mmol) were addedunder nitrogen atmosphere. The solution was heated at140 °C for 24 h. 1,3,5-Trimethoxybenzene was added as aninternal standard, and sent for nuclear magnetic resonance(NMR) measurement. Pure products were obtained by columnchromatography over silica gel using ethyl acetate/petroleum ether mixture as eluent.

References:

Lu, Zeye;Zheng, Qingshu;Zeng, Guangkuo;Kuang, Yunyan;Clark, James H.;Tu, Tao [Science China Chemistry,2021,vol. 64,# 8,p. 1361 - 1366]

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